CAS 60384-53-4

(3alpha,4abeta,12abeta)-galanthamine

Description:

Galanthamine, specifically the isomer known as (3alpha,4abeta,12abeta)-galanthamine, is a naturally occurring alkaloid derived from various plants, particularly those in the Amaryllidaceae family, such as snowdrop and daffodil. It is primarily recognized for its role as a reversible inhibitor of the enzyme acetylcholinesterase, which leads to increased levels of acetylcholine in the synaptic cleft, enhancing cholinergic neurotransmission. This property makes galanthamine of interest in the treatment of neurodegenerative diseases, particularly Alzheimer's disease. The compound exhibits a complex polycyclic structure, contributing to its biological activity and pharmacological profile. In addition to its cognitive-enhancing effects, galanthamine has been studied for potential neuroprotective properties and its ability to modulate nicotinic acetylcholine receptors. It is typically administered in its hydrobromide salt form for therapeutic use. Safety profiles indicate that it can cause side effects, including gastrointestinal disturbances and bradycardia, necessitating careful monitoring during treatment. Overall, galanthamine represents a significant compound in both pharmacology and natural product chemistry.

Formula: C₁₇H₂₁NO₃

InChI: InChI=1/C17H21NO3/c1-18-8-7-17-6-5-12(19)9-14(17)21-16-13(20-2)4-3-11(10-18)15(16)17/h3-6,12,14,19H,7-10H2,1-2H3/t12-,14-,17-/m1/s1

SMILES: CN1CC[C@]23C=C[C@H](C[C@H]2Oc2c(ccc(C1)c32)OC)O

Synonyms:

• (+)Galanthamine

Galantamine EP Impurity F (ent-Galantamine)

CAS: 60384-53-4

Formula: C₁₇H₂₁NO₃

Color and Shape: White To Off-White Solid

Molecular weight: 287.36

Ref: 4Z-G-0113

ent-galanthamine

Controlled Product

CAS: 60384-53-4

Galanthamine is a chiral drug and the racemic mixture of two enantiomers. The synthesis of galanthamine is based on the chemoenzymatic reaction between bromonium ions and acetylcholine. Galanthamine is used as an anti-inflammatory agent in the treatment of Alzheimer's disease, where it inhibits the breakdown of acetylcholine by acetylcholinesterase (AChE) and thereby increases its concentration in the brain. Galanthamine has also been shown to be effective against Parkinson’s disease, motor neuron disease, and other neurological disorders. Galanthamine has been found to be more potent than donepezil (a drug that is used for Alzheimer's disease), with fewer side effects.

Formula: C₁₇H₂₁NO₃

Purity: Min. 95%

Molecular weight: 287.35 g/mol

Ref: 3D-FE22685

Galantamine EP Impurity F

CAS: 60384-53-4

Formula: C₁₇H₂₁NO₃

Molecular weight: 287.36

Ref: ST-EA-CP-G10011